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Study of the intrinsic and conformational solvent effects on the chemical shift of the aldehydic proton in furfural and thiophenealdehyde

✍ Scribed by José Fernández Bertrán; Mario Rodríguez


Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
233 KB
Volume
6
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The chemical shifts of the aldehydic proton in furfural, thiophenealdehyde and benzaldehyde have been measured in fourteen solvents. The correlation of the chemical shifts of thiophenealdehyde and benzaldehyde is excellent (r = 0·996) while it is lower for furfural–benzaldehyde (r = 0·956). The long range coupling constant J~α5~ of furiurai has been measured in twelve solvents and the rotameric mole fractions determined. The chemical shifts of individual rotamers are calculated and shown to correlate with benzaldehyde, (r = 0·992; 0·993). Only one rotamer is predominant for thiophenaldehyde in all solvents. The intrinsic solvent effects of the three aldehydes are similar.


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